$1,095
2 beds1.5 bathsApartment
329-337 S. burns ave., winchester, KY, 40391
Rentals in Winchester, KY Under $1,500/mo
48 Results
$1,475
2 beds2 baths1,188 sqftApartment
105 Pinnacle Place, Winchester, KY, 40391
$1,049
2 beds1 bath900 sqftApartment
508 College Street, Winchester, KY, 40391
$814
Studio1 bath200 sqftApartment
27 E Washington Street, Wincester, KY, 40391
$1,195
2 beds1 bath810 sqftApartment
100 Buffalo Trace, Winchester, KY, 40391
$1,195
2 beds1 bath810 sqftApartment
100 Buffalo Trace, Winchester, KY, 40391
$995
1 bed1 bath744 sqftApartment
100 Boyd Place, Winchester, KY, 40391
$915
1 bed1 bath576 sqftApartment
110 Buffalo Trace, Winchester, KY, 40391
$1,095
2 beds1.5 bathsApartment
329-337 S. burns ave., winchester, KY, 40391
$795
Studio1 bath372 sqftApartment
200 Hubbard, Winchester, KY, 40391
$1,195
2 beds1 bath810 sqftApartment
100 Buffalo Trace, Winchester, KY, 40391
$1,395
3 beds1 bath805 sqftHouse
150 Cook Ave, Winchester, KY, 40391
$795
Studio1 bath400 sqftApartment
401 N. Maple St. Unit 11, Winchester, KY, 40391
$1,475
2 beds2 baths1,112 sqftApartment
115 Pinnacle Place Winchester, Winchester, KY, 40391
$1,475
2 beds2 baths1,112 sqftApartment
115 Pinnacle Place Winchester, Winchester, KY, 40391
$1,475
2 beds2 baths1,112 sqftApartment
115 Pinnacle Place Winchester, Winchester, KY, 40391
$1,370
2 beds1 bathApartment
204 S Maple St, Winchester, KY, 40391
$1,195
2 beds2 baths933 sqftApartment
110 Buffalo Trace, Winchester, KY, 40391
$1,295
2 beds2 baths1,112 sqftApartment
100 Boyd Place, Winchester, KY, 40391
$1,295
2 beds2 baths1,112 sqftApartment
100 Boyd Place, Winchester, KY, 40391
$799
1 bed1 bathApartment
7 Calloway St, Winchester, KY, 40391
$1,475
2 beds2 baths1,188 sqftApartment
105 Pinnacle Place, Winchester, KY, 40391
$1,475
2 beds2 baths1,112 sqftApartment
115 Pinnacle Place Winchester, Winchester, KY, 40391
$1,299
2 beds2.5 baths1,100 sqftHouse
Two Mile Rd, Winchester, KY, 40391
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What to Know Before Renting Under $1,500 in Winchester, KY
Rentals under $1,500 per month cover a wide share of Winchester inventory — expect a mix of one- and two-bedroom apartments, townhomes, and some three-bedroom houses. At this price point, tradeoffs are usually about neighborhood, building age, and amenity package rather than basic habitability. Compare commute time, parking, and in-unit laundry when narrowing your shortlist in Winchester.
Browse Winchester Rentals by Bedroom Count
Frequently Asked Questions About Rentals Under $1,500 in Winchester, KY
Rentler currently shows 44 rentals in Winchester priced under $1,500. Inventory at this price point is updated daily — availability changes quickly, especially at the lower price tiers where well-priced units receive applications within 24–48 hours of posting.
At the under $1,500 price point in Winchester, use the bedroom and property-type filters to narrow to studios, 1-bedrooms, 2-bedrooms, houses, or townhomes. Availability shifts daily — set a listing alert if you want to catch new units as they post.
These terms refer to different things. Cheap or affordable apartments are market-rate units at the lower end of a city's price range — anyone can apply regardless of income. Low-income or income-restricted apartments are subsidized properties (through programs like Section 8, HUD, or LIHTC) that require income qualification, typically at or below 50–80% of the area median income. Both types may appear on Rentler — contact landlords directly on lower-priced listings to ask about income requirements and subsidy acceptance.
Pet-friendly rentals exist across all price tiers. Use Rentler's pet-friendly filter to narrow to properties that accept animals. At lower price points, pet deposits and monthly pet rent still apply — factor that into your total monthly cost when budgeting. Breed and weight restrictions are common even on pet-accepting listings.
Yes — especially on market-rate listings with individual landlords, which make up a significant share of Rentler's inventory. Negotiating leverage is highest in winter (November through January), when fewer people are searching and landlords are more motivated to fill vacancies. Offering a longer lease term, a larger security deposit, or the ability to move in quickly are the most effective negotiating levers.
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